1-Benzyloxy-4-(3,3-dimethyl-cyclohex-1-enyl)-benzene → 4-(3,3-Dimethyl-cyclohexyl)-phenol
Reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH2:20][CH2:19][CH2:18][C:17]([CH3:22])([CH3:21])[CH:16]=2)=[CH:11][CH:10]=1)C1C=CC=CC=1>CO.CCOC(C)=O.[Pd]>[CH3:21][C:17]1([CH3:22])[CH2:18][CH2:19][CH2:20][CH:15]([C:12]2[CH:11]=[CH:10][C:9]([OH:8])=[CH:14][CH:13]=2)[CH2:16]1Participants
5
Reactant 1
Product 1
Reagents, catalysts & solvents 3
Procedure
To 1-benzyloxy-4-(3,3-dimethyl-cyclohex-1-enyl)-benzene (4.3 g, 16.4 mmol) in MeOH (50 mL) and EtOAc (50 mL) was added 10% Pd/C (0.67 g) under N2. This mixture was stirred under H2 (1 atm) overnight. The reaction mixture was filtered through celite. The filtrate was concentrated to give the title compound as a white solid (3.43 g).
Workup
- filtrationThe reaction mixture was filtered through celite
- concentrationThe filtrate was concentrated
Sources & evidence
- ORD record
- ord-7dfa238d8d274833ae53a7002e2ed873
- Source dataset
- uspto-grants-2014_02
- Patent number
- US08642603B2
Reaction notes
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